| 1 | 14/7/2018 | 0-0 v St JohnstoneSt Johnstone 0-0 East Fife | Betfred Cup Group B |
| 2 | 17/7/2018 | 0-1 v MontroseMontrose 1-0 East Fife | Betfred Cup Group B |
| 3 | 22/7/2018 | 1-1 v Forfar AthleticEast Fife 1-1 Forfar Athletic | Betfred Cup Group B |
| 4 | 28/7/2018 | 1-2 v FalkirkEast Fife 1-2 Falkirk | Betfred Cup Group B |
| 5 | 4/8/2018 | 0-2 v DumbartonEast Fife 0-2 Dumbarton | Ladbrokes League One |
| 6 | 11/8/2018 | 0-1 v Brechin CityBrechin City 1-0 East Fife | Ladbrokes League One |
| 7 | 14/8/2018 | 3-1 v CowdenbeathCowdenbeath 1-3 East Fife | IRN-BRU Cup First Round |
| 8 | 25/8/2018 | 0-3 v ArbroathEast Fife 0-3 Arbroath | Ladbrokes League One |
| 9 | 1/9/2018 | 2-0 v MontroseMontrose 0-2 East Fife | Ladbrokes League One |
| 10 | 8/9/2018 | 162-1 v Partick ThistleEast Fife 2-1 Partick Thistle | IRN-BRU Cup Second Round |
| 11 | 15/9/2018 | 162-1 v AirdrieoniansEast Fife 2-1 Airdrieonians | Ladbrokes League One |
| 12 | 22/9/2018 | 162-0 v StranraerStranraer 0-2 East Fife | Ladbrokes League One |
| 13 | 29/9/2018 | 162-0 v StenhousemuirEast Fife 2-0 Stenhousemuir | Ladbrokes League One |
| 14 | 6/10/2018 | 164-0 v Forfar AthleticForfar Athletic 0-4 East Fife | Ladbrokes League One |
| 15 | 13/10/2018 | 162-0 v Queen of the SouthEast Fife 2-0 Queen of the South | IRN-BRU Cup Third Round |
| 16 | 20/10/2018 | 16 3-1 v Brechin CityEast Fife 3-1 Brechin City | Ladbrokes League One |
| 17 | 27/10/2018 | 16 0-4 v DumbartonDumbarton 4-0 East Fife | Ladbrokes League One |
| 18 | 10/11/2018 | 162-1 v Raith RoversEast Fife 2-1 Raith Rovers | Ladbrokes League One |
| 19 | 17/11/2018 | 162-4 v AirdrieoniansAirdrieonians 4-2 East Fife | Ladbrokes League One |
| 20 | 24/11/2018 | 162-1 v Berwick RangersBerwick Rangers 1-2 East Fife | William Hill Scottish Cup Third Round |
| 21 | 1/12/2018 | 160-2 v MontroseEast Fife 0-2 Montrose | Ladbrokes League One |
| 22 | 8/12/2018 | 163-3 v StranraerEast Fife 3-3 Stranraer | Ladbrokes League One |
| 23 | 15/12/2018 | 162-0 v StenhousemuirStenhousemuir 0-2 East Fife | Ladbrokes League One |
| 24 | 22/12/2018 | 161-0 v Forfar AthleticEast Fife 1-0 Forfar Athletic | Ladbrokes League One |
| 25 | 29/12/2018 | 162-1 v Raith RoversRaith Rovers 1-2 East Fife | Ladbrokes League One |
| 26 | 5/1/2019 | 161-2 v AirdrieoniansEast Fife 1-2 Airdrieonians | Ladbrokes League One |
| 27 | 12/1/2019 | 162-0 v MontroseMontrose 0-2 East Fife | Ladbrokes League One |
| 28 | 19/1/2019 | 162-1 v Greenock MortonEast Fife 2-1 Greenock Morton | William Hill Scottish Cup Fourth Round |
| 29 | 26/1/2019 | 16 4-3 v StranraerStranraer 3-4 East Fife | Ladbrokes League One |
| 30 | 9/2/2019 | 160-1 v Partick ThistleEast Fife 0-1 Partick Thistle | William Hill Scottish Cup Fifth Round |
| 31 | 15/2/2019 | 161-2 v Ross CountyRoss County 2-1 East Fife | IRN-BRU Cup Quarter Final |
| 32 | 23/2/2019 | 163-4 v DumbartonEast Fife 3-4 Dumbarton | Ladbrokes League One |
| 33 | 5/3/2019 | 160-0 v Brechin CityBrechin City 0-0 East Fife | Ladbrokes League One |
| 34 | 9/3/2019 | 163-1 v StranraerEast Fife 3-1 Stranraer | Ladbrokes League One |
| 35 | 16/3/2019 | 16 1-2 v ArbroathArbroath 2-1 East Fife | Ladbrokes League One |
| 36 | 23/3/2019 | 160-2 v Brechin CityEast Fife 0-2 Brechin City | Ladbrokes League One |
| 37 | 30/3/2019 | 161-2 v Raith RoversEast Fife 1-2 Raith Rovers | Ladbrokes League One |
| 38 | 13/4/2019 | 160-2 v MontroseEast Fife 0-2 Montrose | Ladbrokes League One |
| 39 | 20/4/2019 | 160-3 v DumbartonDumbarton 3-0 East Fife | Ladbrokes League One |
| 40 | 27/4/2019 | 16 1-1 v StenhousemuirStenhousemuir 1-1 East Fife | Ladbrokes League One |
| 41 | 4/5/2019 | 162-3 v Forfar AthleticEast Fife 2-3 Forfar Athletic | Ladbrokes League One |
